192817-85-9

Upstream product

• 192817-76-8 ethyl 2-piperidinobenzoate 
• 756-79-6 dimethyl methane phosphonate 
• 110-89-4 piperidine 
• 393-52-2 2-Fluorobenzoyl chloride 
• 443-26-5 2-fluoro-benzoic acid ethyl ester 
• 34939-91-8 dimethyl lithiomethylphosphonate 

Downstream Products

• 172513-06-3 dimethyl 1-diazo-2-oxo-2-(2-piperidinophenyl)ethylphosphonate 

Relevant academic research and scientific papers

Tandem Wolff rearrangement-'tert-amino effect' sequence: Synthesis of 2-oxoindolinium enolate derivatives

The thermolysis of 1-diazo-2-oxo-(2-N,N-disubstituted aminophenyl)ethylphosphonates 1 gave rise to 2-oxoindolinium enolate derivatives 4 through Wolff rearrangement and interaction of the tert-amino moiety with the ketene functionality. Variable amounts of either ammonium ylides 5 or of products resulting from their transformations were also formed during the course of the reaction. If the amino moiety was substituted by a benzyl or an allyl group, indolinones, resulting from [1,3] or [1,2] benzylic or allylic shifts, were isolated in place of compounds 4 and 5.

Tandem Wolff rearrangement-'tert-amino effect' sequence: Synthesis of 2-oxoindolinium enolate and 1H-2-benzopyrane derivatives

The thermal decomposition of dimethyl 1-diazo-2-oxo-(2-N,N-disubstituted aminophenyl)ethylphosphonates 1 gave rise to 2-oxoindolinium enolates 3 resulting from a Wolff rearrangement followed by attack of the nitrogen atom on the intermediate ketene moiety